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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Villas and holiday rentals in Key West

Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • House (5)
  • Townhouse (1)
  • Farmhouse (1)

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7 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home in Miami Shores

Miami Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
1 review

from £347 / night

£2,426 / week

1 / 22

Great rentals within 20 miles that match your search

Farmhouse rental in Redland with swimming pool

Redland farmhouse

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £3,200 / night

£19,200 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Miami

Miami house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £182 / night

£1,274 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday townhouse in Miami Shores

Miami Shores townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £201 / night

£1,402 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home rental

Princeton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £202 / night

£1,408 / week

1 / 208

Great rentals within 20 miles that match your search

Homestead holiday home rental

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
5 reviews

from £115 / night

£800 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Cutler Bay

Cutler Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

from £297 / night

£2,076 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £366 / night

£2,560 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

11 reviews

from £67 / night

£435 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £640 / night

£4,480 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

3 reviews

from £229 / night

£1,600 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £458 / night

£2,286 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

9 reviews

from £138 / night

£960 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

36 reviews

from £262 / night

£1,831 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

32 reviews

from £458 / night

£3,200 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cot available

10 reviews

from £69 / night

£412 - £668 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £197 / night

£1,376 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

22 reviews

from £1,038 / night

£7,267 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Cot available

22 reviews

from £1,920 / night

£6,400 - £14,464 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

7 reviews

from £86 / night

£597 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in Conch Key

Conch Key cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £448 / night

£3,136 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

15 reviews

from £320 / night

£2,236 / week

1 / 50

Great rentals within 20 miles that match your search

Marathon holiday home rental

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

9 reviews

from £172 / night

£1,198 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Cot available

42 reviews

from £1,692 / night

£11,840 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Cutler Bay

Cutler Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £270 / night

£1,829 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Miami

Miami cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £138 / night

£960 / week

1 / 52

Great rentals within 20 miles that match your search

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Private garden

14 reviews

from £399 / night

£2,789 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private garden

43 reviews

from £458 / night

£3,200 - £3,840 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Homestead

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

3 reviews

from £275 / night

£1,920 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Homestead

Homestead house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

1 review

from £229 / night

£1,646 / week

1 / 72

Great rentals within 20 miles that match your search

Key Largo holiday home rental

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

1 review

from £389 / night

£2,560 - £3,520 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £311 / night

£2,176 / week

1 / 27

Great rentals within 20 miles that match your search

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

5 reviews

from £1,764 / night

£12,343 - £14,172 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

3 reviews

from £365 / night

£2,554 / week

1 / 2

Great rentals within 20 miles that match your search

Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

55 reviews

from £202 / night

£1,408 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday private room in Miami

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

6 reviews

from £69 / night

£480 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday private room in Miami

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

3 reviews

from £69 / night

£480 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

1 review

from £523 / night

£3,657 - £4,157 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Homestead

Homestead house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Cot available

7 reviews

from £92 / night

£640 - £1,207 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £275 / night

£1,920 / week

1 / 20

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